Category: nitriles-buliding-blocks

Electric Literature of 628-20-6, A common heterocyclic compound, 628-20-6, name is 4-Chlorobutyronitrile, molecular formula is C4H6ClN, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A solution of the corresponding omega-halonitrile (2.5 mmol) in dimethylformamide (0.5 ml)was added over 1.5 h to a mixture of the arylamine (5 mmol), K2CO3 (345.5 mg, 2.5 mmol)and KI (830 mg, 5 mmol) in dimethylformamide (3 ml) for compounds 1 or dimethylformamide(0.6 ml) and dimethoxyethane (2.4 ml) for compounds 4. The mixture wasstirred at the indicated temperature for 5 h. After completion of the reaction, as indicatedby TLC, the mixture was diluted with ethyl ether (50 ml) and water (10 ml). The aqueousphase was separated and additionally extracted once with ethyl ether (30 ml). The combinedorganic layers were washed with water, dried over anhydrous sodium sulfate andfiltered. The filtrate was evaporated in vacuo and the resulting crude material was dissolvedin tetrahydrofuran and treated with 1M borane/THF (30 ml). The solution was refluxedfor 2 h, cooled and treated with methanol. The solvent was then evaporated in vacuo.The residue was refluxed with 10% hydrochloric acid (30 ml) for 2 h, filtered and madealkaline with 10% aqueous sodium hydroxide. The alkaline mixture was extracted withethyl acetate (4 × 20 ml). The organic phase was washed with water (5 ml), dried oversodium sulfate and filtered. The solvent was evaporated in vacuo and the crude product waspurified by column chromatography (silica gel, dichloromethane:methanol:isopropylamine10:1:0.1).

The synthetic route of 628-20-6 has been constantly updated, and we look forward to future research findings.

Related Products of 874-97-5,Some common heterocyclic compound, 874-97-5, name is 3-Cyanobenzyl alcohol, molecular formula is C8H7NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

e 2-Chlorobenzenesulfonic acid 3-[(3-cyanophenyl)methoxy]phenyl ester Diethyl azodicarboxylate (174 mg, 1.0 mmol) was added to a solution of 2-chlorobenzenesulfonic acid 3-hydroxyphenyl ester (285 mg, 1.0 mmol), as prepared in the preceding step, 3-cyanobenzyl alcohol (133 mg, 1.0 mmol)(Yoon et al., J. Org. Chem. 38:2786-2792 (1973)), and triphenylphosphine (263 mg, 1.0 mmol) in tetrahydrofuran (10 mL) at 0 C. The mixture was stirred at 0 C. for 2 hours and at room temperature for 3 hours. The reaction mixture was quenched with water (30 mL) and extracted with ethyl acetate (3*30 mL). The organic phase was washed with saturated NaHCO3 (2*30 mL), brine (2*30 mL) and dried over Na2 SO4. The solvent was removed in vacuo the residue was purified by flash column chromatography (2:1 ethyl acetate:hexane) to give the title compound as a pale yellow oil (375 mg, 93%). 1 H-NMR (300 MHz, CDCl3) delta 5.02 (s, 2H), 6.78 (m, 2H), 6.85 (dd, 1H, J=4.2, 1.3 Hz), 7.20 (t, 1H, J=8.2 Hz), 7.38 (t, 1H, J=5.8 Hz), 7.51 (t, 1H, J=7.7 Hz), 7.59-7.68 (m, 5H) and 7.93 (dd, 1H, J=4.0, 0.7 Hz).

The synthetic route of 874-97-5 has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 51632-29-2, name is 2-(3-Phenoxyphenyl)acetonitrile, molecular formula is C14H11NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. COA of Formula: C14H11NO

N-Methyl-2-(3-phenoxyphenyl)ethan-1-amine (I-52). Nitrile reduction: A round bottom flask was charged with nitrile I-51 (211 mg, 1 mmol, 1 eq), EtOH (5 mL) and 37% w/w aqueous HCl (0.16 mL, 2 mmol, 2 eq). N2 is bubbled through the solution for 5 minutes and Pd/C 10 wt.% (52 mg, 50 mumol, 5 mol%) is added. The mixture is sparged with N2 and then with H2 and is kept under H2 atmosphere (balloon). After 50 hours the reaction is complete as judged by TLC. The mixture is filtered over a Whatman filter and the filtrate is concentrated under reduced pressure to afford the product, which was used without further purification (246 mg, 0.98 mmol, 98%). TLC: Rf = 0.05 (6% MeOH/DCM). Carbamoylation: The carbamate was prepared according to general procedure C using amine (246 mg, 0.98 mmol, 1 eq), methylchloroformate (115 muL, 1.48 mmol, 1.5 eq) and DiPEA (517 muL, 3.0 mmol, 3 eq). Column chromatography (5% -> 40% EtOAc/pentane) afforded the product (176 mg, 0.65 mmol, 66%). TLC: Rf = 0.3 (10% EtOAc/pentane). Carbamate reduction: The title compound was prepared according to the general procedure D using carbamate (170 mg, 0.62 mmol, 1 eq), LiAlH4 (2 M THF solution, 0.52 mL, 1.04 mmol, 1.6 eq) and was used without further purification (125 mg, 0.55 mmol, 88%). TLC: Rf = 0.1 (6% MeOH/DCM).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 51632-29-2, its application will become more common.

6306-60-1, name is 2-(2,4-Dichlorophenyl)acetonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: nitriles-buliding-blocks

EXAMPLE VIII To a stirred mixture of 18.5 parts of 2,4-dichlorobenzeneacetonitrile, 90 parts of N,N-dimethylformamide and 67.5 parts of benzene are added portionwise 3.2 parts of a sodium hydride dispersion 78% while nitrogen gas is introduced. After stirring for 1 hour at room temperature, 14.5 parts of (2-chloroethyl)cyclohexane are added. The whole is stirred first for 5 hours at 40-50 C. and further overnight at room temperature. The reaction mixture is poured onto water and the product is extracted twice with 2,2′-oxybispropane. The combined extracts are washed twice with water, dried, filtered and evaporated. The residue is distilled, yielding 16 parts (54%) of 2,2′-dichloro-alpha-(2-cyclohexylethyl)benzeneacetonitrile; bp. 145-148 C. at 0.05 mm. pressure.

The synthetic route of 6306-60-1 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 149793-69-1,Some common heterocyclic compound, 149793-69-1, name is 3-Fluoro-5-(trifluoromethyl)benzonitrile, molecular formula is C8H3F4N, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 1: 3-{[3-(Dimethylamino)propyl](methyl)amino}-5-(trifluoromethyl)benzonitrile 500 mg (2.64 mmol) of 3-fluoro-5-(trifluoromethyl)benzonitrile, 338 mg (2.91 mmol) of N,N,N’-trimethylpropane-1,3-diamine and 767 mg (5.52 mmol) of potassium carbonate in 5.0 ml of DMSO were stirred at 110 C. for 8 h. The reaction mixture was then separated directly into its components by preparative HPLC (Method 12). The product fractions were freed from the solvent, the residue was suspended in ethyl acetate and the suspension was washed successively with saturated aqueous potassium carbonate solution and saturated aqueous sodium chloride solution. The organic phase was dried over sodium sulphate and concentrated. This gave 290 mg (38% of theory) of the title compound. 1H NMR (400 MHz, DMSO-d6, delta/ppm): 7.38 (s, 1H), 7.31 (s, 1H), 7.21 (s, 1H), 3.44 (t, 2H), 2.97 (s, 3H), 2.18 (t, 3H), 2.12 (s, 6H), 1.62 (quint, 2H). LC/MS (Method 3, ESIpos): Rt=0.72 min, m/z=286 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Fluoro-5-(trifluoromethyl)benzonitrile, its application will become more common.

Synthetic Route of 6136-68-1, The chemical industry reduces the impact on the environment during synthesis 6136-68-1, name is 3-Acetylbenzonitrile, I believe this compound will play a more active role in future production and life.

Part A. Preparation of ethyl 3-(3-cyanophenyl)-3-oxopropionate. To a suspension of sodium hydride (1.2 g of 60% suspension in mineral oil, hexane-washed, 30.3 mmol) in 40 mL of tetrahydrofuran was added diethyl carbonate (3.7 mL, 30.3 mmol) and 3-acetyl benzonitrile (2.2 g, 15.2 mmol). The resulting suspension was stirred at 65 C. for 1 h and then was cooled to room temperature. There was added 40 mL of 10% aqueous HCl and the reaction mixture was diluted with ethyl acetate and the layers were separated. The organic layer was washed with brine, dried (MgSO4) and concentrated in vacuo to afford 3.2 g (96%) of the title compound, which was sufficiently pure to be used without purification. MS (NH3-CI) 218.3 (M+H)+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Acetylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 96784-54-2, name is 3-Methyl-4-nitrobenzonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C8H6N2O2

To a mixture of 3-methyl-4-nitrobenzonitrile (20g, 12.3 mmol), 3-trifluoromethyl-2,2,2- trifluoroacetophenone (33g, 13.6mmol) and i-Pr2NEt (32g, 24.6mmol) in 40m1 of THF was added TBAF (160g, 61.5 mmol) at room temperature. After the addition, the mixture was refluxed for 24h. Then, the reaction mixture was poured into water and extracted with ethyl acetate three times. The combined organic layers were dried over sodium sulfate, filtered and concentrated under vacuum. The residue was purified by column chromatography on silica gel to give the title compound (36 g, 80% yield). 1H NMR (300Mz, DMSO-d6): delta 3.90 (d, 1H), 4.13 (d, 1H), 7.32 (d, 1H), 7.75-7.79 (m, 3H), 7.88-7.90 (m, 1H), 7.93-8.00 (m, 2H).

The synthetic route of 96784-54-2 has been constantly updated, and we look forward to future research findings.

Electric Literature of 17626-40-3,Some common heterocyclic compound, 17626-40-3, name is 3,4-Diaminobenzonitrile, molecular formula is C7H7N3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a stined solution of 3, 4-diammobenzanitrile (IC; 200 mg, 1.5 mmol) in THF (10 mL) under argon atmosphere was added carbonyl diimidazole (243 mg, 1.5 mmol) at RT and stirred for 16 h. The volatile were concentrated raider reduced pressure. The crude material was purified by silica gel column chromatography (eiuent: 40% Acetone Hexane) to afford compound ID (60 mg, 0.37 mmol, 24%) as an off-white solid. H NMR (400 MHz, DMSO- : delta 11.16 (b s; IH), 11.04 (br s, IH), 7.39 (dd, 7= 8. L 1.6 Hz, IH), 7.30 (s, IH), 7.06 (d, 7 = 8.2 Hz. IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4-Diaminobenzonitrile, its application will become more common.

35704-19-9, name is N-(4-Cyanophenyl)acetamide, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: nitriles-buliding-blocks

General procedure: A mixture of 1a (34 mg, 0.250 mmol), 2a (149 mg, 0.500 mmol) and TBAT (540 mg, 1.00 mmol) in toluene (3 mL) was stirred at 50 C for 18 h. After this time, the reaction mixture was cooled to ambient temperature and concentrated under reduced pressure. The residue obtained was purified by flash chromatography (silica, heptane to 2:3 ethyl acetate/heptane) to afford 3a (45 mg, 85%) as an off-white solid.

The synthetic route of 35704-19-9 has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 53312-82-6, name is 4-Amino-2-bromobenzonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C7H5BrN2

To a mixture of 4-amino-2-bromobenzonitrile (1.00 g, 5.08 mmol), 2-ethyl-5,7-dimethyl- 3-(4-(4,4,5,5-tetramethyl-1 ,2-dioxaborolan-2-yl)benzyl)-3H-imidazo[4,5-b]pyridine (OOld, 1.773 g, 4.53 mmol) and K2C03 (2.505 g, 18.13 mmol) was added 1,4-dioxane and 0 (2:1, 30 mL). The reaction mixture was then purged with a stream of N2 for 5 min in a sealable vial before Pd(Ph3P)4 (0.262 g, 0.227 mmol) was added. The reaction vial was sealed and the mixture heated at 100C for 18h. The cooled reaction mixture was then diluted with EtOAc (50 mL), washed with 0 and brine, dried (Na2S04) and evaporated. The crude residue was purified by flash chromatography (ISCO, 0-100% EtOAc-DCM) to afford the title compound (1.46 g, 4.53 mmol, 85%) as a white solid. LC-MS (Method H): 1.220 min, [M + H]+= 382.5; H NMR (400 MHz, CDC13) delta ppm 7.37 – 7.55 (m, 3H), 7.19 (d, / = 8.2 Hz, 2H), 6.90 (s, 1H), 6.51 – 6.68 (m, 2H), 5.51 (s, 2H), 4.17 (br s, 2H), 2.81 (d, / = 7.4 Hz, 2H), 2.59 (s, 3H), 2.64 (s, 3H), 1.33 (t, / = 7.4 Hz, 3H).

The synthetic route of 4-Amino-2-bromobenzonitrile has been constantly updated, and we look forward to future research findings.